ChemicalBook Product Catalog Biochemical Engineering Amino Acids and Derivatives Cysteine derivatives AFC

AFC

Product NameAFC
CAS135304-07-3
MFC20H33NO3S
MW367.55
EINECS
MOL File135304-07-3.mol

Chemical Properties

Boiling point	566.1±50.0 °C(Predicted)
Density	1.038±0.06 g/cm3(Predicted)
storage temp.	-15°C
solubility	Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 25 mg/ml)
pka	3.31±0.10(Predicted)
form	Pale yellow oil.
color	Yellow
Stability	Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
Cosmetics Ingredients Functions	SKIN CONDITIONING REDUCING
LogP	5.860 (est)

Safety Information

HazardClass

IRRITANT

Usage And Synthesis

Description

N-acetyl-S-farnesyl-L-Cysteine is a synthetic substrate for the isoprenylated protein methyltransferase (also known as S-adenosylmethionine-dependent methyltransferase). Because it is able to serve as a substrate for the methyltransferase, it effectively functions as an inhibitor of methylation of endogenous isoprenylated proteins.

Chemical Properties

Yellow-red oil

Uses

Arazine is an FTS (trans-Farnesylthiosalicylic Acid) compound, which does not inhibit EJ cell growth and does not affect Ras.

Definition

ChEBI: Acetyl-farnesyl-cysteine is a sesquiterpenoid.

in vivo

Arazine (AFC) (2,000?μg/20?μl; applied on ear) produces a dose-dependent inhibition of the TPA-induced edema, with the maximal reduction of edema approaching 73%, with a 50% effective dose (ED₅₀) of 55±12?μg/20?μl^[1].

Animal Model:	TPA-induced ear acute inflammation in mouse^[1]
Dosage:	2000?μg/20?μl
Administration:	2000?μg/20?μl; Applied on ear
Result:	Inhibited ear edema, as measured by ear weight.

References

[1] C VOLKER. Effects of farnesylcysteine analogs on protein carboxyl methylation and signal transduction.[J]. The Journal of Biological Chemistry, 1991, 266 32: 21515-21522.
[2] Y XU. Inhibition of capacitative Ca2+ entry into cells by farnesylcysteine analogs.[J]. Molecular Pharmacology, 1996, 50 6: 1495-1501.
[3] J. ROSADO S S. Farnesylcysteine analogues inhibit store-regulated Ca2+ entry in human platelets: evidence for involvement of small GTP-binding proteins and actin cytoskeleton.[J]. The Ukrainian Biochemical Journal, 2000, 13 1: 183-192. DOI:10.1042/bj3470183
[4] JOEL S. GORDON . Topical N-acetyl-S-farnesyl-L-cysteine Inhibits Mouse Skin Inflammation, and Unlike Dexamethasone, its Effects Are Restricted to the Application Site[J]. Journal of Investigative Dermatology, 2008, 128 3: Pages 643-654. DOI:10.1038/sj.jid.5701061
[5] KATAYUN ADHAMI. N-acetyl-S-farnesyl-l-cysteine suppresses chemokine production by human dermal microvascular endothelial cells[J]. Experimental Dermatology, 2012, 21 9: 700-705. DOI:10.1111/j.1600-0625.2012.01562.x

AFC

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